The act of bringing a conversation, more commonly on an internet forum, back on topic after comments have derailed the conversation from the main topic.
by rbsfreak June 3, 2011
Get the rerailment mug.When family members are engaged in group sex with another family member and something happens (superficial or catastrophic) to bring it to an early or unexpected end.
We was all banging cousin Shirley out back at the family reunion when uncle Bubba's liquor still blew up and started an Alabama train derailment almost instantly.
by Gliterbob the Clown March 10, 2023
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When you are railing your rib, cleopatra, bottom bitch, and wife of 14 years. And you slip into the wrong hole. This is called a derailment, and doesn't matter what hole.
Jim: fuck this feels good
Susan: oooooohhh ya harder harder
Jim: (slips into wrong hole)
Susan: ooooaaaahhhhhhhh
Jim: sorry babe I derailed
Susan: ok, next time I dont cause a derailment into me
Susan: oooooohhh ya harder harder
Jim: (slips into wrong hole)
Susan: ooooaaaahhhhhhhh
Jim: sorry babe I derailed
Susan: ok, next time I dont cause a derailment into me
by Cochieman 456 November 27, 2020
Get the Derailment mug.When a woman is engaging in anal sex with multiple partners, and accidentally defecates on the still erect locomotive of the final man standing.
Bro 1 “Dude Buster’s mom was pulling trains last night. I got there late and went last. As I was pulling out she shits on my dick.”
Bro 2 “Damn dude, Buster’s mom gaves you a Holbrook Derailment.”
Bro 2 “Damn dude, Buster’s mom gaves you a Holbrook Derailment.”
by Mr. Doses May 15, 2024
Get the Holbrook Derailment mug.Bro 1: Dude your mom was pulling trains again last night. I got there late and went last. As I was pulling out of the station she dropped a log on my schlong.
Bro 2: Dude moms gives you a Holbrook Derailment
Bro 2: Dude moms gives you a Holbrook Derailment
by Merle’s Mom June 15, 2024
Get the Holbrook Derailment mug.When a woman is having anal sex with multiple partners and she accidentally shats on the schlong of the last man standing.
Bro 1: Dude your mom was pulling trains again last night. Got there late had to be the caboose. As I was leaving the station she dropped a log on my iron horse.
Bro 2: Dude moms gives you a Holbrook Derailment.
Bro 2: Dude moms gives you a Holbrook Derailment.
by Merle’s Mom June 15, 2024
Get the Holbrook Derailment mug.